Vacation Rentals in Florida Keys

Vacation Rentals in Florida Keys

Start comparing over 440 rentals in Florida Keys and book at the best price!

Find offers

Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
 & higher
Free cancellation

Vacation Rentals in Florida Keys

Vacation rental for 4 people, with yard and pool as well as hot tub in Florida Keys
Vacation rental for 4 people, with yard and pool as well as hot tub
2 bedrooms
4.2
(5 reviews)
from $306 / night
Vacation rental for 2 people, with yard and view as well as pool in Florida Keys
Vacation rental for 2 people, with yard and view as well as pool
1 bedroom
4.6
(235 reviews)
from $172 / night
Vacation rental for 9 people, with lake view and yard in Florida Keys
Vacation rental for 9 people, with lake view and yard
4 bedrooms
4.7
(12 reviews)
from $984 / night
Vacation rental for 10 people, with terrace and hot tub, with pets in Florida Keys
Vacation rental for 10 people, with terrace and hot tub, with pets
3.7
(4062 reviews)
from $99 / night

Popular Vacation Rentals in Florida Keys

Vacation rental for 4 people, with yard in Florida Keys
Vacation rental for 4 people, with yard
2 bedrooms
4.4
(5926 reviews)
from $134 / night
Mobile home for 6 people, with pool in Florida Keys
Mobile home for 6 people, with pool
2 bedrooms
4.7
(20 reviews)
from $191 / night
Vacation rental for 4 people, with pool and yard in Florida Keys
Vacation rental for 4 people, with pool and yard
1 bedroom
4.6
(298 reviews)
from $212 / nightFREE cancellation
Vacation rental for 7 people, with balcony/terrace in Florida Keys
Vacation rental for 7 people, with balcony/terrace
3 bedrooms
4.7
(8 reviews)
from $752 / night

Vacation rentals with free cancellation

Vacation rental for 2 people, with hot tub and yard as well as pool, kid friendly in Florida Keys
Vacation rental for 2 people, with hot tub and yard as well as pool, kid friendly
1 bedroom3.4mi to the beach
3.9
(364 reviews)
from $194 / nightFREE cancellation
Vacation rental for 2 people, with children pool and pool in Florida Keys
Vacation rental for 2 people, with children pool and pool
1 bedroom6.7mi to the beach
3.7
(648 reviews)
from $224 / nightFREE cancellation
Apartmenthotel for 6 people, with view and pool as well as yard in Florida Keys
Apartmenthotel for 6 people, with view and pool as well as yard
2 bedrooms750yd to the beach
4.4
(360 reviews)
from $346 / nightFREE cancellation
Vacation rental for 2 people, with yard and hot tub as well as pool in Florida Keys
Vacation rental for 2 people, with yard and hot tub as well as pool
1 bedroom
4.2
(4730 reviews)
from $144 / nightFREE cancellation

Pet-friendly Vacation Rentals

Vacation rental for 10 people, with view and yard as well as ocean view, kid friendly in Florida Keys
Pet allowed
Vacation rental for 10 people, with view and yard as well as ocean view, kid friendly
4 bedrooms5mi to the beach
from $864 / nightFREE cancellation
Vacation rental for 9 people, with lake view and balcony/terrace, with pets in Florida Keys
Pet allowed
Vacation rental for 9 people, with lake view and balcony/terrace, with pets
4 bedrooms
5.0
(5 reviews)
from $1,100 / night
Vacation rental for 2 people, with yard and pool as well as hot tub, with pets in Florida Keys
Pet allowed
Vacation rental for 2 people, with yard and pool as well as hot tub, with pets
1 bedroom
4.2
(460 reviews)
from $363 / night
Vacation rental for 7 people, with balcony/terrace and lake view, with pets in Florida Keys
Pet allowed
Vacation rental for 7 people, with balcony/terrace and lake view, with pets
3 bedrooms
4.9
(8 reviews)
from $868 / night

Vacation Rentals with Pool

Vacation rental for 6 people, with terrace and pool in Florida Keys
Pool
Vacation rental for 6 people, with terrace and pool
2 bedrooms
from $436 / night
Hotel for 4 people, with balcony and pool in Florida Keys
Pool
Hotel for 4 people, with balcony and pool
2 bedrooms
4.9
(20 reviews)
from $1,202 / nightFREE cancellation
Vacation rental for 8 people, with pool and terrace in Florida Keys
Pool
Vacation rental for 8 people, with pool and terrace
3 bedrooms
4.3
(21 reviews)
from $623 / nightFREE cancellation
Vacation rental for 6 people, with pool and hot tub as well as balcony in Florida Keys
Pool
Vacation rental for 6 people, with pool and hot tub as well as balcony
2 bedrooms
4.3
(25 reviews)
from $176 / nightFREE cancellation

Vacation Rentals with Internet

Hotel for 4 people, with pool and balcony as well as view in Florida Keys
Internet
Hotel for 4 people, with pool and balcony as well as view
2 bedrooms
4.1
(33 reviews)
from $131 / nightFREE cancellation
Vacation rental for 6 people, with pool and view as well as yard in Florida Keys
Internet
Vacation rental for 6 people, with pool and view as well as yard
2 bedrooms
4.7
(8 reviews)
from $592 / night
Vacation rental for 2 people, with terrace in Florida Keys
Internet
Vacation rental for 2 people, with terrace
1 bedroom
4.4
(232 reviews)
from $232 / night
Vacation rental for 4 people, with yard and pool as well as hot tub in Florida Keys
Internet
Vacation rental for 4 people, with yard and pool as well as hot tub
1 bedroom
4.4
(98 reviews)
from $970 / night

Find Vacation Rentals in Florida Keys

Map

Highlights Florida Keys

  • The Ernest Hemmingway House
  • The African Queen Canal Cruise
  • The Everglades National Park
  • Harry S. Truman Little White House
  • Key West Island T’ing

Best vacation rentals in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.
more...
Cudjoe Key, Lower Keys
Vacation Rental • 3197 ft² • 4 Bedrooms
Rental basis: Entire house or apartmentNumber of bedrooms: 4; Number of other rooms with beds: 0Taxes of Tourism fee 5 % of Rental Amount; Government tax 9 % of Rental Amount may be collected during the booking process. If this is not supported, they must be paid to the host upon arrival.To spread out to relax or sleep additional two guests, we have a bean bag chair, convertible chair folds from bean bag to bed. We have added to all of our mattresses with an odor-neutralizing, anti-bacterial feature designed memory foam mattress to help you fall asleep easily and stay asleep throughout the ...
from $864 / night
more...
Key Largo, Monroe County
Vacation Rental • 7 Guests • 3 Bedrooms
4.9
(8 reviews)
Playa Largo Ocean Residences on Key Largo are sophisticated and stylish homes with old Florida charm, spectacular ocean views, spacious open concept living, chic island interiors, and outdoor terraces that allow you to embrace island living with ease. Set in a private community of oceanfront and ocean view homes, these pet-friendly Key Largo vacation rental homes were designed with comfort and lifestyle in mind, a true home-away-from-home with high-touch custom features.A vacation at Playa Largo Ocean Residences includes access to an onsite shared community clubhouse and shared pool along w...
from $868 / night
more...
Key Largo, Monroe County
Vacation Rental • 9 Guests • 4 Bedrooms
5.0
(5 reviews)
Playa Largo Ocean Residences on Key Largo are sophisticated and stylish homes with old Florida charm, spectacular ocean views, spacious open concept living, chic island interiors, and outdoor terraces that allow you to embrace island living with ease. Set in a private community of oceanfront and ocean view homes, these pet-friendly Key Largo vacation rental homes were designed with comfort and lifestyle in mind, a true home-away-from-home with high-touch custom features.A vacation at Playa Largo Ocean Residences includes access to an onsite shared community clubhouse and shared pool along w...
from $1,100 / night

Most popular in Florida Keys

Pool 1,843
Internet 1,395
Pets allowed 395
Balcony/Terrace 924
TV 1,327
Air conditioning 1,397

Prices and availability

Vacation rental prices Florida Keys

$452for 8 Oct - 15 Oct
$534 annual average
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Average price per week

Vacation rentals availability Florida Keys

19%for 8 Oct - 15 Oct
29% annual average
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Percentage of available rentals

Florida Keys Vacation Rentals

The Florida Keys is one of the preferred destinations for both local and international visitors. For locals, this is a budget-friendly destination characterized by affordable rental homes and sightseeing locations. In the Keys, there are plenty of vacation homes, including apartments, rooms, villas, camps, and boats. The choice is dependent on your preferences and the number of guests. Many vacation rentals have a pool, BBQ stand, and parking. Some rentals don’t allow pets while others do. Pick a rental home with amenities that work well for you and your fellow travelers.

Orientation

Key West

Florida Keys are islands that lie along the Florida Straits in the Monroe County. These islands stretch along 112 miles from the coast of Florida on the Southeastern side and then move westward to Key West. The islands are characterized by their tropical climate and long sandy beaches. The city of Key West, located in Florida Keys, is the seat of Monroe County and composes the bustling city center in these islands.

Key Largo

Florida Keys is composed of some stunning sub-regions. First, the Key Largo. For scuba-diving enthusiasts, anyone in love with nature and anyone who wants to visit the Everglades National Park, make your way to Key Largo. The second key on Florida Keys is the Islamorada, which would again be perfect for scuba divers. It has a reef line and a fishing charter where fishing is done. Both of these keys have affordable and comfortable motels. The other keys in Florida Keys are Marathon, the Lower Keys, and Key West, which is the heart of culture, art and modern architecture.

Getting there

Traveling to Florida Keys can be done in different ways. First, you can fly to the Marathon then take a bus to your preferred spot on the island, or you can fly to Miami Airport then take the GreyHound Keys Shuttle to any destination within the island. The third alternative is to make a road trip out of it then take a ferry to the island.

Overseas Highway
Overseas Highway

Activities

Florida Keys for Scuba Divers

For scuba divers, Florida Keys has the most stunning scuba diving. This takes place in almost all the keys of Florida Keys, but in Key Largo and Islamorada have the outstanding scuba diving. For an adventurous couple who want to go crazy, try scuba diving in Florida Keys.

Florida Keys for Families

Swimming in the sea water and walking along the beaches is an activity that can be done by the whole family. The children will love making castles on the beach, and couples can watch the sunset as they walk along the beach. Anyone who is crazy about modern architecture, museums and culture will go crazy over the galleries, museums, national parks, and theaters that are found in this destination. This is an activity that the whole family can partake in. Daily sunset celebrations take place in Key West, which happens to be a city rich in culture and history.

Florida Keys for Fishing

Fishing is a famous activity in Islamorada. The fishing charter in Islamorada ensures that your fishing line is always hooked, and you will be directed to the best fishing areas.

Florida Keys for Art Enthusiasts and Foodies

Art galleries, quaint shops, hotels and resorts that are located all along Florida keys have got the art enthusiasts and foodies covered. There are 5-star resorts and little local restaurants that offer food for the whole family, and the local shops will ensure that you don’t go home without a souvenir.

Top Things to Do in Florida Keys

Go to the Harry S. Truman Little White House.

The Harry S. Truman Little White House is a house that President Truman once stayed in. This is a destination that would totally fascinate the kids.

Board the African Queen Canal Cruise.

This a ship that is over a hundred years old. Surprisingly, this ship is still in mint condition.

Snorkel and watch dolphins in Key West.

If you are crazy about dolphins, you will get your fix in Key West. Snorkeling is an activity that you can also do while in Key West.

Explore on the Key West Island T’ing.

On this boat, you partake in a sail on the deep sea waters, snorkel and go kayaking. You even get to sail through the Gulf of Mexico.

Visit the Key West Butterfly and Nature Conservatory.

In this conservancy, you get to see over 50 species of butterflies in a controlled environment. Flowering plants and trees are also in this conservancy.

Did you know that between 1937 and 1939 Ernest Hemmingway lived in Florida Keys, in a house that is now known as the Ernest Hemmingway House?

Useful Information

Climate

Florida Keys is in a region with a tropical climate, and this means that it is quite warm throughout the year. While packing, carry light clothes, and ensure that you pack some sunscreen to prevent sunburns.

Sunset Celebration

The main events that take place in Florida Keys are plays in the different theaters. However, every evening in Key West, there is the daily sunset celebration which everyone can take part in.

FAQs: Vacation Rentals in Florida Keys

How much do the vacation rentals in Florida Keys cost on average?

We can see from last year that Florida Keys had an average price of $494 per night, a relatively high one for a destination in the USA.

What time of year offers, on average, the best vacation rental prices in Florida Keys?

According to the previous year, the months that hurt your pocket the least in Florida Keys are September, August and June, with average prices of $434, $456, and $457, respectively.

During which months are vacation rentals more expensive in Florida Keys?

Following the data observed last year, costs per night for accommodation here are usually higher, on average, during the months of February ($591), March ($562), and January ($532).

Is Florida Keys a good location for a last-minute getaway?

When going on vacation to Florida Keys, we recommend you to plan ahead as 76% of rentals are usually booked, according to last year's data.

When are more vacation rentals available?

The most available months are, on average, May (with an availability of 93%), June (80%), and August (23%), according to the trends observed in the prior year.

When will it be harder to find an available vacation rental in Florida Keys?

The months with the lowest properties available in Florida Keys are, in order, March, February, and April with respective average availability figures of 1%, 2%, and 2%, based on the previous year. During these three months, the availability is only 2%. It is therefore preferable to reserve far in advance.

How many vacation rentals are there in Florida Keys?

We have 980 rentals for you in Florida Keys, provided by our 4 local and international partners.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

Booking.com Vacation Rentals in Florida KeysBooking.com Vacation Rentals in Florida Keys
Airbnb Vacation Rentals in Florida KeysAirbnb Vacation Rentals in Florida Keys
Vrbo Vacation Rentals in Florida KeysVrbo Vacation Rentals in Florida Keys
Bookiply Vacation Rentals in Florida KeysBookiply Vacation Rentals in Florida Keys
FeWo-direkt Vacation Rentals in Florida KeysFeWo-direkt Vacation Rentals in Florida Keys
Abritel Vacation Rentals in Florida KeysAbritel Vacation Rentals in Florida Keys
HRS Vacation Rentals in Florida KeysHRS Vacation Rentals in Florida Keys
500+ more
  1. Vacation Rentals
  2. USA
  3. Florida
  4. Florida Keys